A waterfront with a pier, calm water, and houses with palm trees in the background.

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Check availability on Sugarloaf Key Adventure Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Sugarloaf Key adventure hotels

Interior

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very Good, (12 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
United States
Robert C.
The price is AED 1,208
AED 2,738 total
includes taxes & fees
20 Jul - 21 Jul
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Interior

🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
8.8 out of 10, Excellent, (9 reviews)
"The RV was well outfitted with the essentials needed for the 2 days we stayed. It was dated, with some upkeep needed on the shower door and sofa but it was comfortable and clean. Heather was a pleasure to deal with, was responsive and communicated very well."
Canada
Graham B.
The price is AED 327
AED 995 total
includes taxes & fees
7 Jul - 8 Jul
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Exterior

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent place for a family getaway."
Canada
Dean
The price is AED 460
AED 637 total
includes taxes & fees
6 Jul - 7 Jul
Parmer's Resort
Fridge, microwave, oven, stovetop

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (124 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is AED 826
AED 2,001 total
includes taxes & fees
12 Jul - 13 Jul
Kelly's Kabin - Adorable Private Summerland Key Cottage
Fridge, microwave, oven, stovetop

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Cudjoe Key
9.4 out of 10, Exceptional, (13 reviews)
"Fishing off the back was amazing. Close to really good food. Family had a great time !"
United States
Ashley D.
The price is AED 868
AED 2,387 total
includes taxes & fees
17 Jul - 18 Jul
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Outdoor dining

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Outdoor dining

Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
Cudjoe Key
9.8 out of 10, Exceptional, (20 reviews)
"The view was stellar! "
United States
Dorothy H.
The price is AED 1,639
AED 3,593 total
includes taxes & fees
10 Jul - 11 Jul
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
A heated pool

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (3 reviews)
"Pool area was nice but only visited it once as so much to see and do!"
United States
Karen
The price is AED 868
AED 2,405 total
includes taxes & fees
7 Jul - 8 Jul
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Terrace/patio

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
9.8 out of 10, Exceptional, (148 reviews)
"Nice property in a beautiful location. Great place to sit and enjoy the scenery and activities. "
United States
Andy D.
The price is AED 1,735
AED 3,480 total
includes taxes & fees
6 Jul - 7 Jul
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Terrace/patio

Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views

Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views
Cudjoe Key
8.8 out of 10, Excellent, (10 reviews)
"Great place! Perfect location"
United States
Troy B.
The price is AED 1,157
AED 2,741 total
includes taxes & fees
3 Aug - 4 Aug
Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sugarloaf Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This resort was excellent and surpassed my expectations, worth the money. The rooms were great, with a comfortable balcony that oversees the beautiful courtyard, pool, to the ocean. The staff was ver nice, professional and friendly. Everything was perfect at this place. You must reserve at least one full day to spend at the resort to relax. Games, grills, hammocks, volleyball area. It was perfect."
Elizabeth 2-night trip
Posted 4 hours ago
Hyatt Vacation Club at Windward Pointe, Key West

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